About John

Business and Leadership CoacH

John Jennings has a passion for helping entrepreneurs, business owners and executives unlock their full potential and experience the joy and personal fulfillment of leading exceptional organizations. He has a track record of driving positive change in both large and small organizations. He is seen as a “turn-around guy”, who credits his success to a strategic mindset and a positive attitude.

 John Jennings – My Story

After a lengthy career in Corporate IT, I found myself facing a new phase in my career. Armed with new clarity and with the assistance of a career coach, I set out on an entrepreneurial journey that took through many new and exciting exploits.

I served as CTO for a mid-size government contractor. This period gave me exposure to many new technologies and the opportunity to serve some of the people who help protect and serve our great country. After that, I led business development and created a commercial Audio/Video business. In that role I led the development of a healthcare business sector to include developing a unique telehealth product that was a little bit ahead of its time. Later I led business development for a venture-backed startup in the Healthcare sector that was seeking to build a product that would consolidate data across disparate EHR (Electronic Health Record) systems.

In 2018 I decided it was finally time to pursue my calling. In a period of even greater clarity, I realized that my gift of building and turning around failing businesses and teams could be a benefit to many more than I could do as an employee. After exploring multiple options, I decided to launch my business, and chose to align myself with the team at FocalPoint.


“John looked at my business model and helped me make changes that led to 50% growth in the first year, and 150% growth in two years!”

Why Work With Me?

To put it simply, if you want to be the best, you have to surround yourself with the best. That has always been one of my strengths as a leader. I position myself to be with people that can help me get to where I’m headed.

By having me in your camp you have a passionate, experienced team member who is dedicated to your success. I have been honored to receive the prestigious Cam Frazier Award for Coaching Excellence. This international award is given to a Business Coach who has received consistently high client feedback scores and testimonials, and who has demonstrated the ability to create significant impact for the businesses they serve. The recipient must demonstrate commitment to FocalPoint’s core values of Leadership, Passion, and Integrity.



Qualifications & Awards

I’ve never been one to collect trophies, but these are some of my highlights.


  • Masters in Business Administration (MBA), Bellarmine University
  • Bachelor of Science, Computer Science, Eastern Kentucky University
  • Certified Business Coach
  • Certified Executive Coach
  • Certified FocalPoint Trainer


  • Nearly 25 years in IT Leadership roles in Fortune 500 Corporations
  • Experience leading a mid-sized federal contractor (TS Clearance required)
  • Built a $9mm commercial tech business
  • Created a custom telehealth platform that was later sold to an investment group


  • Master Business Coach designation
  • Cam Frazier International Award for Coaching Excellence
  • Award Winning Speaker (Toastmasters)
  • Who’s Who to Watch in Healthcare

Books & Publications

My first book is now in print!

Business Ownership

Your Baby Is Ugly

For a business owner or founder, the business is much more than just a “job”.  To say a business owner is “married” to the business is even an understatement for many.  No, they birthed it.  They nurtured it.  It is as if it is their flesh and blood.  Yes, it’s their baby.







14040 Spring Mill Rd; Louisville, KY 40245